新产品编号:1799243
Chemical Name: 2-[2-[4-(2,4-Dichlorophenyl)-1(E),3(E)-butadienyl]phenyl]-3-methoxy-2(E)-propenoic acid methyl ester
项目整合开发状态: Preclinical
项目研究机构: Roche (Originator)
合成路线:Bromination of acrylate derivative (I) by means of NBS and AIBN in CCl4 affords (II),which is then converted into (III) by reaction with trimethyl phosphite (A) in toluene.Wittig oxopropenylation of aldehyde (IV) with phosphonium bromide derivative (V) and NaOMe or NaOEt in DMF provides benzaldehyde derivative (VI),which finally reacts with phosphonate (III) and NaH by a Wittig-Horner reaction in THF.
📌 参考资料/链接：
参考文献标题:beta-Alkoxyacrylates against malaria
文献作者:Matile,H.; Chollet,J.; Alzeer,J.; Ridley,R.G.; Hubschwerlen,C.(F.Hoffmann-La Roche AG)
参考来源:EP 0996439; WO 9902150
📄 详细内容
合成路线:Bromination of acrylate derivative (I) by means of NBS and AIBN in CCl4 affords (II),which is then converted into (III) by reaction with trimethyl phosphite (A) in toluene.Wittig oxopropenylation of aldehyde (IV) with phosphonium bromide derivative (V) and NaOMe or NaOEt in DMF provides benzaldehyde derivative (VI),which finally reacts with phosphonate (III) and NaH by a Wittig-Horner reaction in THF.
参考文献标题:Phenyl beta-methoxyacrylates: A new antimalarial pharmacophore
文献作者:Alzeer,J.; Chollet,J.; Heinze-Krauss,I.; Hubschwerlen,C.; Matile,H.; Ridley,R.G.
参考来源:J Med Chem 2000,43(4),560
合成路线:Bromination of acrylate derivative (I) by means of NBS and AIBN in CCl4 affords (II),which is then converted into (III) by reaction with trimethyl phosphite (A) in toluene.Wittig oxopropenylation of aldehyde (IV) with phosphonium bromide derivative (V) and NaOMe or NaOEt in DMF provides benzaldehyde derivative (VI),which finally reacts with phosphonate (III) and NaH by a Wittig-Horner reaction in THF.
参考文献标题:Preparation of conjugated aromatic polyenals by witting oxopropenylation
文献作者:McCoy,R.K.; Spangler,C.W.
参考来源:Synth Commun 1988,18(1),51